124770-90-7

Basic information

• Product Name: (5-Benzyloxycarbonylaminocarbonyl-3-methyl-3H-imidazol-4-yl)-methyl-carbamic acid benzyl ester
• Synonyms: (5-Benzyloxycarbonylaminocarbonyl-3-methyl-3H-imidazol-4-yl)-methyl-carbamic acid benzyl ester
• CAS NO: 124770-90-7
• Molecular Weight: 422.44
• Mol File: 124770-90-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5-Benzyloxycarbonylaminocarbonyl-3-methyl-3H-imidazol-4-yl)-methyl-carbamic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (5-Benzyloxycarbonylaminocarbonyl-3-methyl-3H-imidazol-4-yl)-methyl-carbamic acid benzyl ester(124770-90-7)
• EPA Substance Registry System: (5-Benzyloxycarbonylaminocarbonyl-3-methyl-3H-imidazol-4-yl)-methyl-carbamic acid benzyl ester(124770-90-7)

Safety Data

• Hazardous Substances Data: 124770-90-7(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 4022-89-3 1-Methyl-5-(methylamino)-1H-imidazole-4-carboxamide 

Downstream Products

• 15837-08-8 3,9-dimethylxanthine 

Relevant articles and documents

3-METHYLXANTHOSINE: SYNTHESIS AND ACIDIC HYDROLYSIS OF THE GLYCOSYL BOND

An improved synthesis of 3,9-dimethylxanthine (2a) was achieved via the reaction of 1-methyl-5-(methylamino)-imidazole-4-carboxamide (3a) with EtOCOCl in acetate buffer (pH 5) followed by treatment with aqueous NaOH.This method was successfully applied to the synthesis of 3-methylxanthosine (2b), whose N-glycosidic bond proved to be remarkably sensitive to acidic hydrolysis: 2b underwent hydrolysis at a rate more than 1000 times faster than that of xanthosine (10) in 1.0N aqueous HCl at 25 deg C.Keywords: 3-methylxanthosine synthesis; 3,9-disubstituted xanthine; imidazolylcarbamic acid ester; base-catalyzed cyclization; amide carbamate cyclization; N-glycosidic bond hydrolysis; carbamate cis-trans isomerism; NMR; kinetic study